Not Overthinking

In this episode, we talk about earnestness and sincerity when posting on social media. We discuss Ali’s decision to start writing online, why it feels different posting a blog post as opposed to publ…

Hey everyone - a bit of an 'in-between'-isode this week. In this episode, Ali talks to Justin Kan a renowned internet entrepreneur, investor and founder and the co-founder of Twitch, the video game s…

In this episode, we break down our feelings over the outpouring of nice comments that viewers kindly left on YouTube on our last episode. We touch on the difference between pity, sympathy and ‘feelin…

In this episode, we explore some emotional rollercoasters we've both been on - Ali with regards to his book and reading mean comments online, and Taimur with regards to his startup and their narrativ…

In this episode, we discuss The Righteous Mind by Jonathan Haidt, which explores questions of morality. We take a look at the three principles about morality that form the basis of the book and why p…

This week we talk about the phenomenon of 'social media grifting' - trying to build an audience online through deliberate tactics. Most people think it's cringe, but we try to figure out whether it's…

In this episode, we talk about epistemic humility - acknowledging the limitations of our beliefs. Taimur has recently made an effort to be *less* "epistemically humble" when he talks about things, an…

In this episode, we discuss Michael J Samuel's book the Tyranny of Merit, which talks about the problems with the ideals of Meritocracy. We take a look at the history of the Rhetoric of Rising, and e…

In this episode, we're joined by Neel Nanda to discuss life optimisations, career choices, how to live in alignment with your own values and how to treat your relationships more intentionally. We dis…

In this episode, we’re joined by our friend Sheen to discuss some complaints that a few listeners have raised over the years about this podcast having misogynistic undertones. We discuss some complai…

In this episode, we discuss the highlights of the podcast from 2020, Ali shares some of the advice he's received about how to be better with women, and we try and figure out how to create a members c…

In this episode, we answer some reflective end-of-year review questions. We introspect about new ways we've had fun in 2020, new ways we've suffered in 2020, and what lessons we'd teach to others. En…

In this episode, we discuss some thought-provoking questions designed to help us (and you) figure out what we want from life. This turns into a commitment we make to one another to consciously work t…

In this episode, Ali shares a disappointing moment from his week when System 1 thinking took hold of him. We then discuss Alan Watts' famous framing of life as a game with two modes of operation - se…

In this episode, Taimur talks about the existential crisis that he's going through. We try and figure out what our real goals and motivations are for the things that we're doing.

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Venkatesh Rao Tw…

In this episode, Ali moans about how he always comes across poorly in podcasts while Taimur always comes across well, and how this doesn't accurately represent how we are in real life.

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John O'Nolan is the developer, founder and CEO at Ghost which he has grown to a $2.7m/year business. He has become a digital nomad in recent years and has been working remotely whilst travelling the …

This is an 'inbetweenasode' and features an interview Ali did with Austin Kleon as part of his Deep Dive series last month. Austin Kleon is the bestselling author of a trilogy of books about creativi…

In this episode, we discuss Taimur and Mack's setup of co-living in the Caribbean while Ali's stuck in rainy England. We then wonder aloud at length about whether Ali is a bad person for posting his …

This is the second part of our discussion of Morgan Housel’s book The Psychology of Money. We continue to explore some of the key points, like the role that luck plays in success, why poor people buy…